Find hotels in Pienza from ₩56,128

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Dec 25 - Dec 26
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Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Pienza hotels

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Vento Dorcia

Vento Dorcia

Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (23)
"amazing place and people!"
United States
jorge
The price is ₩239,667
₩270,436 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Vento Dorcia
View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Panoramic Cottage, 1 Bedroom | Exterior
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Terrace/patio
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is ₩137,494
₩158,047 total
includes taxes & fees
Jan 18 - Jan 19, 2026
TuscanyLettings Studio&Room
Food and drink
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ₩289,251
₩328,649 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel San Gregorio
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio
PienzaLettings Suites

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is ₩123,748
₩142,926 total
includes taxes & fees
Jan 16 - Jan 17, 2026
PienzaLettings Suites
Exterior
Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is ₩125,245
₩144,573 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Casa Gioia - Casa Olivieri
Turkish bath, body treatments, aromatherapy, body wraps, body scrubs
Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7)
"Its a little hotel with a great host!! "
United States
Valerie
Hotel Rutiliano Centro Benessere
Land view from property
Hotel Corsignano

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is ₩258,498
₩294,821 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Corsignano
Front of property
Rossellino

Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (56)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is ₩187,868
₩213,457 total
includes taxes & fees
Dec 27 - Dec 28
Rossellino
Restaurant
La Bandita Townhouse

La Bandita Townhouse

La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is ₩695,805
₩772,190 total
includes taxes & fees
Jan 5 - Jan 6, 2026
La Bandita Townhouse
Suite | Down comforters, pillowtop beds, individually decorated
The Monteleone

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (8)
"“Oasi di pace in Umbria. Camera ampia, moderna e pulitissima; letto comodissimo e bagno con doccia top. Colazione ricca, con opzioni dolci e salate. Comodo il parcheggio interno e l’accesso semplice con codice. La piscina all’aperto è perfetta per rilassarsi dopo le visite nei borghi vicini. Staff gentilissimo (un grazie speciale ad Anna in reception) e massima cura dei dettagli. Siamo stati benissimo e torneremo sicuramente. Consigliatissimo!”"
Italy
matteo
The price is ₩199,001
₩218,901 total
includes taxes & fees
Dec 26 - Dec 27
The Monteleone
Garden
Palace Hotel Due Ponti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (51)
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti
Private spa tub
Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is ₩120,451
₩139,299 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Grand Hotel Impero - Wellness & Exclusive SPA
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
"Great place to stay"
Canada
Robert
The price is ₩948,223
₩1,050,027 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Albergo San Biagio
Sundeck
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is ₩222,983
₩250,385 total
includes taxes & fees
Dec 27 - Dec 28
Borgo Sant'Ambrogio Resort
View from property
Casale Serena

Casale Serena

Casale Serena
Fabro
9.4 out of 10, Exceptional, (32)
"excellent experience"
United States
wayne
Casale Serena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Vacation Rentals in Pienza

Townhouse
Panoramic Cottage, 1 Bedroom | Exterior
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
Affitacamere Maria Gabriella
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Stay near popular Pienza attractions

Pienza Cathedral

4.6/5 (384 reviews)
Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.
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Historic Centre of Pienza

4.7/5 (11 reviews)
Pienza's Historic Centre showcases Pope Pius II's Renaissance ideal city vision with harmonious architecture. Explore cobblestone streets, the Cathedral and Palazzo Piccolomini, and sample the town's famous pecorino cheese.
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Learn more about Pienza

The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II.

See all hotels in Pienza
Pienza showing a small town or village, a monument and heritage architecture

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 7 days ago
Monastero di Cortona Hotel & Spa

More cheap stays in Pienza

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
The price is ₩47,930 per night from Jan 19 to Jan 20
₩47,930
₩56,128 total
Jan 19 - Jan 20, 2026
includes taxes & fees
9.4/10 Exceptional! (30 reviews)

Frequently asked questions

Where is the best place for a stay in Pienza?
Affitacamere Maria Gabriella is a favorite with Expedia customers. This affittacamere offers free breakfast and free parking. Other top choices based on traveler reviews include Vento Dorcia and A440 in Tuscany. See all available top hotels, or vacation rentals in Pienza.
If I need to cancel my hotel reservation in Pienza, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pienza.
Where can I learn more about changing or cancelling my trip to Pienza?
For more details about updating your trip to Pienza or cancelling it, go to https://www.expedia.com/service/.
What's the best place to stay for families in Pienza?
Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Podere Spedalone and Agriturismo Il Macchione. Kids of all ages will also enjoy a visit to RI Crea RE. Find more child-friendly accommodations in Pienza.
What's the best LGBTQ-friendly hotel in Pienza?
Relais Val d'Orcia is a top LGBTQ-friendly B&B that features free breakfast and free WiFi. A440 in Tuscany and Vento Dorcia are two other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Pienza.
What's the best pet-friendly accommodation in Pienza?
Hotel Corsignano is a top hotel for people traveling with their pets, and offers 2 hot tubs and free WiFi for its human guests. Other good choices for you and your pet's trip include Podere Spedalone and Hotel Relais II Chiostro di Pienza. See more pet-friendly hotel accommodations in Pienza.
What's the best hotel to stay with easy access to Pienza Cathedral?
Adjacent to Pienza Cathedral, Hotel Relais II Chiostro di Pienza is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers free breakfast and a restaurant. Other good options within a short distance include Hotel Corsignano and Il Giardino Segreto.
What about the best place to stay close to Piazza Pio II?
One of the top choices for your stay is Hotel Relais II Chiostro di Pienza, located next to Piazza Pio II, and this 4-star hotel offers free breakfast and a restaurant. Hotel Corsignano and Il Giardino Segreto are a couple of other good options close by.
What are some hotels with pools in Pienza?
Hotel San Gregorio: Features complimentary wireless internet access, a seasonal outdoor pool, and Smart TVs. Hotel Relais II Chiostro di Pienza and Agriturismo Il Macchione are two additional hotels that offer an onsite pool. View all hotels with pools in Pienza.
What is the best spa hotel in Pienza?
Sant'Anna in Camprena Agriturismo is a top spa hotel featuring a vineyard, a rooftop terrace, and a hair salon. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages, and hot stone massages. Other popular spa hotels in Pienza include La Bandita Townhouse and Relais Val d'Orcia. See all spa hotels in Pienza.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Pienza like?
Visitors can enjoy all that Pienza has to offer including the churches, wineries, and temples. The rural and quaint setting also entices those visiting the city. In Pienza, there are 184 hotels and other accommodations to choose from. Find out more about Pienza.
What should I do while I'm visiting Pienza?
Cultural venues include Palazzo Borgia, Artemisia Gallery, and Art Studio di Adelina Quadri. Landmarks like Palazzo Piccolomini, Historic Centre of Pienza, and Pienza Cathedral might be worth a visit. A couple of additional sights to add to your agenda are Val di Chiana and Piazza Pio II. Check out what more to see and do in Expedia's Pienza guide.
What's the weather like in Pienza?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.